3-Ethyl-1-{4-[4-(2-methanesulfonylpropan-2-yl)-6-{(1R,6S)-3-oxabicyclo[4.1.0]heptan-6-yl}pyrimidin-2-yl]phenyl}urea

ID: ALA4561361

PubChem CID: 155558737

Max Phase: Preclinical

Molecular Formula: C23H30N4O4S

Molecular Weight: 458.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)Nc1ccc(-c2nc(C(C)(C)S(C)(=O)=O)cc([C@@]34CCOC[C@@H]3C4)n2)cc1

Standard InChI:  InChI=1S/C23H30N4O4S/c1-5-24-21(28)25-17-8-6-15(7-9-17)20-26-18(22(2,3)32(4,29)30)12-19(27-20)23-10-11-31-14-16(23)13-23/h6-9,12,16H,5,10-11,13-14H2,1-4H3,(H2,24,25,28)/t16-,23+/m0/s1

Standard InChI Key:  NWPWUFFZHOWRDZ-QMHKHESXSA-N

Molfile:  

 
     RDKit          2D

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   17.5159  -29.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1030  -29.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3868  -28.0237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8034  -28.7403    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2353  -27.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2341  -28.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9489  -29.1555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6652  -28.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6624  -27.9117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9471  -27.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6576  -25.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9437  -25.0344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2287  -25.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0910  -30.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8058  -29.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8018  -29.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0870  -28.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6581  -26.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9418  -26.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6599  -27.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3699  -26.6821    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0905  -29.1534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5214  -30.3869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2347  -29.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9503  -30.3828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6635  -29.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3792  -30.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2322  -29.1474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  8  9  1  0
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 24 23  1  0
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  8  2  1  0
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  5 27  1  0
 20 28  1  0
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 29 30  1  0
 30 31  1  0
 31 32  1  0
 29 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561361

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 458.58

Molecular Weight (Monoisotopic): 458.1988

AlogP: 3.24

#Rotatable Bonds: 6

Polar Surface Area: 110.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: 1.34

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.69

Np Likeness Score: -0.98

References

1. Hobbs H, Bravi G, Campbell I, Convery M, Davies H, Inglis G, Pal S, Peace S, Redmond J, Summers D..  (2019)  Discovery of 3-Oxabicyclo[4.1.0]heptane, a Non-nitrogen Containing Morpholine Isostere, and Its Application in Novel Inhibitors of the PI3K-AKT-mTOR Pathway.,  62  (15): [PMID:31283227] [10.1021/acs.jmedchem.9b00348]

Source

Source(1):

• Scientific Literature